P5640

Prostaglandin E₂

≥93% (HPLC), synthetic

• Sinónimos: (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid, Dinoprostone, PGE₂
• Fórmula empírica (notación de Hill): C₂₀H₃₂O₅
• Número de CAS: 363-24-6
• Peso molecular: 352.47
• Beilstein: 4709356
• Número CE: 206-656-6
• Número MDL: MFCD00077861
• Código UNSPSC: 12352401
• eCl@ss: 42020658
• ID de la sustancia en PubChem: 24898683
• NACRES: NA.77

Propiedades

• origen biológico: synthetic
• Análisis: ≥93% (HPLC)
• formulario: powder
• grupo funcional: carboxylic acid; hydroxyl
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: O[C@@H]1CC([C@H](C/C=C\CCCC(O)=O)[C@H]1/C=C/[C@@H](O)CCCCC)=O
• InChI: 1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
• Clave InChI: XEYBRNLFEZDVAW-ARSRFYASSA-N
• Información sobre el gen: human ... PTGER1(5731) , PTGER2(5732) , PTGER3(5733) , PTGER4(5734) , PTGIR(5739) ; mouse ... Ptger1(19216) , Ptger2(19217) , Ptger3(19218) , Ptger4(19219)

Descripción

Aplicación

• Post-resolution macrophages shape long-term tissue immunity and integrity in a mouse model of pneumococcal pneumonia.: Investigating the influence of prostaglandin E2 within the resolution phase of inflammation, this study demonstrates its essential role in macrophage-mediated tissue repair and immune memory following bacterial lung infections, providing insights into immune system regulation and recovery processes (Feehan et al., 2024).

Acciones bioquímicas o fisiológicas

Most biologically active prostaglandin. PGE₂ induces cervical ripening and parturition; mediates bradykinin-induced vasodilation; regulates adenylyl cyclase. Tumor cells that over-express cyclooxygenase 2 display increased invasiveness, angiogenesis, and resistance to apoptosis that may be due to the PGE₂-induced expression of angiogenic factors and stabilization of the anti-apoptotic protein, survivin.The effect of PGE₂ on the immune system is mixed. It inhibits T cell activation in vitro, suggesting it is an immunosuppressant. However, in vivo, it appears to effect expansion of the Th17 subset and differentiation of the Th1 subset of T helper cells, marking it as an immunoactivator.

Información de seguridad

• Pictogramas: GHS08,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H302,H360FD
• Consejos de prudencia: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Clasificaciones de peligro: Acute Tox. 4 Oral - Repr. 1B
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges